$2,996,700
- 5 Beds
- 5.5 Baths
- 5,427 sqft (on 0.79 acres)
6235 Cypress Chase Dr, Windermere, FL 34786
Est. Refi. Payment $20,959/mo*
Refinance Your HomeCurrently Off Market - Sold Sep 27, 2017 for $1,530,000
Home Value
Trulia Estimate
$3MSince last month
Increased$52K (+1.8%)Since last year
Increased$174K (+6.2%)Since last sale
Increased$1M (+95.9%)Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.
Trulia Estimate
The of this home's value increased by +61% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $3M |
| August 2026 | $2.99M |
| July 2026 | $2.94M |
| June 2026 | $2.97M |
| May 2026 | $2.9M |
| April 2026 | $2.88M |
| March 2026 | $2.89M |
| February 2026 | $2.89M |
| January 2026 | $2.82M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
2019 | |
2018 | |
2017 | |
2016 | |
Comparable sales
These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.07 | Single-Family Home | $2,900,000 | 03/19/26 | 4 | 5.5 | 4,849 | |
0.14 | Single-Family Home | $2,745,000 | 03/31/26 | 5 | 5.5 | 6,253 | |
0.17 | Single-Family Home | $2,460,000 | 12/18/25 | 5 | 4.5 | 5,916 | |
0.18 | Single-Family Home | $2,100,000 | 04/15/26 | 6 | 7.5 | 5,783 | |
0.27 | Single-Family Home | $1,335,000 | 05/11/26 | 5 | 4.5 | 4,257 | |
0.22 | Single-Family Home | $4,898,000 | 07/02/26 | 4 | 4.5 | 5,752 | |
0.36 | Single-Family Home | $2,400,000 | 11/24/25 | 5 | 6 | 5,934 | |
0.21 | Single-Family Home | $1,675,000 | 11/12/25 | 4 | 4 | 4,240 | |
0.25 | Single-Family Home | $1,375,000 | 12/17/25 | 4 | 4 | 3,813 | |
0.44 | Single-Family Home | $1,550,000 | 06/11/26 | 5 | 5 | 3,520 |
Nearby home prices
Get a sense of expected prices in the area by checking the value of nearby homes.Address | Distance | Price | Bed | Bath | Sqft | Status |
|---|---|---|---|---|---|---|
0.07 | $2,900,000 | 4 | 5.5 | 4,849 | Recently Sold | |
0.13 | $1,615,400 | 4 | 4.5 | 4,078 | Off Market | |
0.11 | $2,032,500 | 4 | 5.5 | 4,582 | Off Market | |
0.15 | $1,681,000 | 5 | 4.5 | 3,902 | Off Market | |
0.17 | $1,450,000 | 5 | 4.5 | 3,868 | For Sale | |
0.17 | $2,460,000 | 5 | 4.5 | 5,916 | Recently Sold | |
0.18 | $2,100,000 | 6 | 7.5 | 5,783 | Recently Sold | |
0.14 | $2,745,000 | 5 | 5.5 | 6,253 | Recently Sold | |
0.21 | $1,549,000 | 5 | 3.5 | 3,486 | For Sale | |
0.21 | $1,675,000 | 4 | 4 | 4,240 | Recently Sold | |
0.24 | $1,795,000 | 5 | 5 | 3,728 | For Sale | |
0.25 | $1,375,000 | 4 | 4 | 3,813 | Recently Sold |
Local Information
-- mins to
Home Highlights
Single-Family Home
Built in 2005
0.79 acre lot
5,427 sqft
$552/sqft
Garage
About this House
This elegant European architectural style custom home is beautifully sited for privacy in guard gated Isleworth Country Club. Upon entering the home the custom solid wood double front doors create a stately impression. The natural light from the clerestory windows visually link the living and dining rooms highlighting the stone flooring and intricate ceiling detail. Defined by archways the plan flows smoothly into the family room-a space planned for views and natural light. Beautifully finished with hardwood flooring and custom built-ins the casual space includes the kitchen and morning room. The chefs kitchen offers modern convenience with granite countertops, custom cabinetry, walk in pantry, wood flooring, and stainless appliances. The open arrangement flows into the large covered patio creating inviting indoor/outdoor space for friends and family to gather. Multiple glass panel doors offer access to the sparkling resort style pool and spa. A perfect retreat, the master suite captures prime outdoor views and permits access to outdoors through French doors. Massive walk in closet, garden tub, large shower, and his and hers vanities highlight the master bath. The game/bonus room is great for movie night with an open deck overlooking the pool. The secondary bedrooms are oversized and ensuite; designed for growing families.
6235 Cypress Chase Dr, Windermere, FL 34786 is a 5 bedroom, 6 bathroom, 5,427 sqft single-family home built in 2005. It last sold for $1,530,000 on Sep 27, 2017. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,996,700.
Home Details for 6235 Cypress Chase Dr
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Heating & Cooling Heating: Forced Air, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Carpet, Hardwood |
Interior Details Types of Rooms: Walk In ClosetCeiling Fan |
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa FireplaceHot Tub or Spa |
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Exterior Home Features Roof: TileDeckExterior: StuccoPatioPorch |
Pool Pool |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 2005Year Updated: 2005 |
Property Type / Style Property Type: Single Family Home |
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Units in Building: 1 |
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Lot Area: 0.79 acres |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Sep 27, 2017 Source: N/A | Sold | $1,530,000 |
Jun 7, 2017 Source: Agent Provided | PriceChange | $1,595,000 Price decreased by 6% |
May 2, 2017 Source: Agent Provided | Listed For Sale | $1,695,000 |
Mar 8, 2017 Source: Agent Provided | ListingRemoved | $1,999,000 |
Feb 14, 2017 Source: Agent Provided | PriceChange | $1,999,000 Price decreased by 9% |
Feb 11, 2017 Source: Agent Provided | PriceChange | $2,199,000 Price increased by 10% |
Feb 10, 2017 Source: Agent Provided | PriceChange | $1,999,000 Price decreased by 9% |
Jan 6, 2017 Source: Agent Provided | PriceChange | $2,199,000 Price decreased by 6% |
Dec 8, 2016 Source: Agent Provided | PriceChange | $2,350,000 Price decreased by 1% |
Nov 11, 2016 Source: Agent Provided | Listed For Sale | $2,375,000 |
Aug 24, 2015 Source: N/A | Sold | $1,750,000 |
Jan 3, 2014 Source: N/A | Sold | $550,000 |
Aug 9, 2008 Source: Agent Provided | ListingRemoved | $3,500,000 |
Apr 22, 2008 Source: Agent Provided | Listed For Sale | $3,500,000 |
Jul 29, 2002 Source: N/A | Sold | $275,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2024 | $24,001 | $1,954,361 |
Home facts updated by county records
Market trends in Windermere
Last updated July 2026
Avg. sale price
$814K
$92.5KMoM
Sale-to-List Price
97.2%
0.1%MoM
Price per sq ft
$292
$18MoM
Available listings
296
11MoM
Around this home
What Locals Say about Windermere
At least 271 Trulia users voted on each feature.
93 % Say it's dog friendly
92 % Say there are sidewalks
87 % Say car is needed
87 % Say parking is easy
81 % Say people would walk alone at night
80 % Say it's quiet
80 % Say there's holiday spirit
78 % Say kids play outside
75 % Say streets are well-lit
64 % Say yards are well-kept
60 % Say they plan to stay for at least 5 years
59 % Say it's walkable to grocery stores
56 % Say there's wildlife
55 % Say it's walkable to restaurants
54 % Say neighbors are friendly
40 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Frequently asked questions about 6235 Cypress Chase Dr
- What is 6235 Cypress Chase Dr estimated to be worth?Trulia's estimated value for 6235 Cypress Chase Dr in Windermere, FL is $2,996,700.
- What is the price history for 6235 Cypress Chase Dr?6235 Cypress Chase Dr in Windermere, FL last sold for $1,530,000 in September 2017.
- Is Windermere a buyer's or seller's market?Windermere is currently a balanced market, based on recent for-sale activity.
- What's the median sale price in Windermere?The median sale price in Windermere is $814K. That is up $92.5K from the prior month.
- Does 6235 Cypress Chase Dr have air conditioning?Yes, 6235 Cypress Chase Dr in Windermere, FL has air conditioning.
- Does 6235 Cypress Chase Dr have a pool?Yes, 6235 Cypress Chase Dr in Windermere, FL has a pool.

